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Check prices for these dates

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Chester Gap hotels

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

1. TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
Front Royal
9.6 out of 10, Exceptional, (614 reviews)
"Cleaned, maintained hotel near many conveniences."
United States
JoEllen
The price is SAR 522
SAR 583 total
includes taxes & fees
11 Nov - 12 Nov
TownePlace Suites by Marriott Front Royal
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

2. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
The price is SAR 1,047
SAR 1,207 total
includes taxes & fees
16 Nov - 17 Nov
Glen Gordon Manor
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

3. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.2 out of 10, Wonderful, (1,008 reviews)
"The hotel was really well maintained inside and out! Room was super-clean."
United States
Tammy
The price is SAR 434
SAR 483 total
includes taxes & fees
27 Nov - 28 Nov
Hampton Inn Front Royal
A restaurant interior with a bar area, seating, and artwork on the walls.

4. DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean, quiet and reasonably priced hotel!"
United States
Jeffrey
The price is SAR 477
SAR 526 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
A hotel lobby with a reception desk, seating area, and a fireplace.

5. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,014 reviews)
"Great location and comfortable room."
United States
Amelia
The price is SAR 240
SAR 267 total
includes taxes & fees
15 Nov - 16 Nov
Super 8 by Wyndham Front Royal Near Shenandoah National Park
An open doorway leading to a room with a dining table and chairs, a sofa, and a window.

6. White Moose Inn

White Moose Inn
4.0 star property
Washington
9.8 out of 10, Exceptional, (187 reviews)
"Wonderful stay, a very roomy, yet cozy place, with great character."
United States
Blake
The price is SAR 1,108
SAR 1,195 total
includes taxes & fees
1 Nov - 2 Nov
White Moose Inn
A hotel room with a large bed, a bathroom with a bathtub, and a framed picture on the wall.

7. Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (1,009 reviews)
"Great breakfast nice room"
Netherlands
pieter
The price is SAR 220
SAR 245 total
includes taxes & fees
15 Nov - 16 Nov
Baymont by Wyndham Front Royal Near Shenandoah National Park
A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

8. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,144 reviews)
"Nice hotel. I would stay here again."
United States
Kenneth
The price is SAR 377
SAR 420 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Winchester
A hotel lobby with a reception desk, seating area with a round table, and a bar.

9. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,001 reviews)
"Very clean room and property. Staff was great. Breakfast was good."
United States
Kayla
The price is SAR 478
SAR 532 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites Strasburg Shenandoah Valley
A hotel lobby with a reception desk, a check-in counter, a seating area with chairs, and a dining area in the background.

10. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,023 reviews)
"A really great hotel for the price"
United States
Glenn
The price is SAR 284
SAR 316 total
includes taxes & fees
2 Nov - 3 Nov
Ramada by Wyndham Strasburg/Shenandoah Valley
A modern hotel lobby with a green sofa, blue chairs, a dining table, and large windows offering a view of the outdoors.

11. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (918 reviews)
"Great hotel"
United States
Michael
The price is SAR 327
SAR 363 total
includes taxes & fees
21 Nov - 22 Nov
Holiday Inn Express Winchester South-Stephens City by IHG
A swimming pool area with a fence, lounge chairs, and a flag.

12. Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (589 reviews)
"Very clean and comfortable room!"
United States
Victoria
The price is SAR 319
SAR 355 total
includes taxes & fees
28 Oct - 29 Oct
Twi-Lite Inn
A hotel room with a bed, two bedside tables with lamps, a red office chair, a wooden desk, and a wall-mounted air conditioning unit.

13. Wayside Inn

Wayside Inn
3.5 star property
Middletown
9.2 out of 10, Wonderful, (458 reviews)
"We very much enjoyed our night at the Inn. Historic, charming, unique. The people we met were attentive and friendly. Our room was clean and quiet throughout the night. The onsite restaurant served delicious food both at dinner and breakfast."
United States
Susan
The price is SAR 456
SAR 541 total
includes taxes & fees
1 Nov - 2 Nov
Wayside Inn
A covered outdoor area with a table and chairs, a brick wall, and a metal railing.

14. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (303 reviews)
"It is very close to the national park north entrance."
United States
xiangqing
The price is SAR 255
SAR 284 total
includes taxes & fees
4 Nov - 5 Nov
Relax Inn Motel
A spacious living room with a fireplace, wooden staircase, and a bookshelf.

15. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,009 reviews)
"Comfortable bed, friendly staff, and convenient location"
United States
Zohair
The price is SAR 312
SAR 348 total
includes taxes & fees
22 Nov - 23 Nov
Country Inn & Suites by Radisson, Winchester, VA
A spacious lobby with a stone fireplace, red chairs, a wooden staircase, and a flat-screen TV mounted on the wall.

16. Motel 6 Front Royal, VA

Motel 6 Front Royal, VA
2.0 star property
Front Royal
7.0 out of 10, Good, (569 reviews)
"Property was clean staff was very nice polite and helpful They looked like they are doing some upgrades which is always nice to see I will be staying here again"
United States
Matthew
The price is SAR 219
SAR 244 total
includes taxes & fees
4 Nov - 5 Nov
Motel 6 Front Royal, VA
A restaurant with wooden tables and red cushioned chairs, a kitchen area with a coffee machine, and a large window.

17. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (721 reviews)
"Rooms were clean and comfortable"
United States
Jeanne
The price is SAR 300
SAR 334 total
includes taxes & fees
19 Nov - 20 Nov
Quality Inn Stephens City - Winchester South
A two-story house with a porch and a small garden area.

18. Hopkins Ordinary Bed Breakfast and Ale Works

Hopkins Ordinary Bed Breakfast and Ale Works
3.0 star property
Sperryville
9.8 out of 10, Exceptional, (39 reviews)
"Staff was wonderful and caring! Breakfast was delicious. The tavern had wonderful beer and we enjoyed meeting Norman the beagle."
United States
Deborah
The price is SAR 969
SAR 1,117 total
includes taxes & fees
23 Nov - 24 Nov
Hopkins Ordinary Bed Breakfast and Ale Works
A hotel room with two beds, a TV, a desk, and a dresser.

19. Hillside

Hillside
2.5 star property
Luray
9.0 out of 10, Wonderful, (1,005 reviews)
"Room was spacious and clean. Good location for access to Shenandoah National Park"
United States
Deanna
The price is SAR 411
SAR 474 total
includes taxes & fees
8 Nov - 9 Nov
Hillside
A cozy seating area with two rocking chairs and a small table, overlooking a lush garden through a large arched window.

20. Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (37 reviews)
"Drew and the team were fantastic. It’s such a cute little inn. Very comfortable."
Canada
Dalton
The price is SAR 1,186
SAR 1,278 total
includes taxes & fees
19 Nov - 20 Nov
Gay Street Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Compare top hotels in Chester Gap

An outdoor seating area with a fire feature, wicker furniture, and a building with multiple windows.

TownePlace Suites by Marriott Front Royal

3.0 star property
Front Royal
View
A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

Glen Gordon Manor

3.5 star property
Huntly
View
An indoor swimming pool with clear glass walls, a tiled floor, and a view of greenery outside.

Hampton Inn Front Royal

2.5 star property
Front Royal
View
A restaurant interior with a bar area, seating, and artwork on the walls.

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
Front Royal
View
A hotel lobby with a reception desk, seating area, and a fireplace.

Super 8 by Wyndham Front Royal Near Shenandoah National Park

2.0 star property
Front Royal
View
9.6
Exceptional
614 reviews
9.8
Exceptional
99 reviews
9.2
Wonderful
1,008 reviews
9.0
Wonderful
1,003 reviews
7.6
Good
1,014 reviews
The price is SAR 522
SAR 583 total
includes taxes & fees
11 Nov - 12 Nov
The price is SAR 1,047
SAR 1,207 total
includes taxes & fees
16 Nov - 17 Nov
The price is SAR 434
SAR 483 total
includes taxes & fees
27 Nov - 28 Nov
The price is SAR 477
SAR 526 total
includes taxes & fees
23 Nov - 24 Nov
The price is SAR 240
SAR 267 total
includes taxes & fees
15 Nov - 16 Nov
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • Yes, Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
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Learn more about Chester Gap

Check out popular sights like Shenandoah National Park as you discover the local area in Chester Gap.

See all hotels in Chester Gap
Two butterflies on purple flowers.
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Chester Gap Hotel Reviews

Hillside

Hillside

10/10 Excellent
"Check-in check-out was well managed and property was convenient to park and caverns."
Glenn 1-night trip
Posted less than an hour ago
Hillside

More cheap stays in Chester Gap

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park

111 South St Front Royal VA
The price is SAR 240 per night from Nov 15 to Nov 16
SAR 240
SAR 267 total
15 Nov - 16 Nov
includes taxes & fees
7.6/10 Good! (1,014 reviews)

Frequently asked questions

Where is the best place to stay in Chester Gap?
Hillside, located 19.1 mi (30.8 km) from the heart of Chester Gap, is a top choice for your stay based on our traveler data. Other good options for your stay in the area are Comfort Inn & Suites Winchester and Ramada by Wyndham Strasburg/Shenandoah Valley. See all available top hotels, or vacation rentals in Chester Gap.
What's the top vacation rental in Chester Gap?
Mountain View Bungalow in Front Royal: This vacation home rental near Chester Gap offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. See all vacation rentals in Chester Gap.
If I need to cancel my hotel reservation in Chester Gap, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chester Gap.
Where can I learn more about changing or cancelling my trip to Chester Gap?
To access more information about updating your trip to Chester Gap or cancelling it, go to https://www.expedia.com/service/.
What is staying in Chester Gap like?
Visitors are sure to enjoy all that Chester Gap has to offer. A top sight in the city is Shenandoah National Park. In Chester Gap, there are 3 hotels and other accommodations to choose from. Find out more about Chester Gap.
What are the top places to visit in Chester Gap?
A favorite place to visit is Shenandoah National Park. You'll also find Rappahannock Cellars and Dickey Ridge Visitor Center in the area. Check out what more to see and do in Expedia's Chester Gap guide.
What's the seasonal weather like in Chester Gap?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 37°F. Average annual precipitation for Chester Gap is 47 inches.